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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678637Generated: October 30, 2026

Thionyl Chloride → [Rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester

https://huagongshe.com/reaction/1678637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant[2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acidHCID 67131112—
Reactant1-(4-Amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl esterHCID 67131121—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Product[Rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl esterHCID 45110643—

Reaction Steps

In analogy to the procedure described in example 6, [2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid (example 5.1) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 1-(4-amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester in the presence of DMAP to give the title compound as yellow oil. MS: m/e=580.4 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-8ed74c0e5dcc4667bb25625271858e2e
Source noteuspto-grants-2011_08